Question

The best reagent for converting 2-phenylpropanamide into
1-phenylethanamine is ............... .
(a) excess H₂ / Pt (b) NaOH / Br₂
(c) NaBH₄ / methanol (d) LiAlH₄ / ether

Answer 1

The best reagent for converting 2-phenylpropanamide into

1-phenylethanamine is NaOH / Br₂.

Option (B) is correct.

Explanation:

By Hoffmann bromamide degradation reaction, the amine formed contains one carbon less than that present in the amide.

      C6H5                                                 C6H5

           |                                                           |

CH3-CH-CONH + Br2 + 4NaOH ---> CH3-CH-NH2 + Na2CO3 + 2NaBr + 2H2O

2-Phenypropanamide                         1 - phenylamine

Thus the best reagent for converting 2-phenylpropanamide into

1-phenylethanamine is NaOH / Br₂.

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